Jibhop

Explora III

14-night Eastern Caribbean Loop via Cruz Bay, Saint John & Terre-de-Haut

Dec 6, 2026 → Dec 20, 2026 • Miami ↔

↗

From $9,520

$9,520 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

Explora III

14-night Eastern Caribbean Loop via Road Bay, Saint John's & Cruz Bay, Saint John

Nov 15, 2026 → Nov 29, 2026 • San Juan ↔

↗

From $9,520

$9,520 · $680/night · typical price · ↓2% below typical

$680/night

Typical price

↓2% below typical

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Nov 27, 2027 → Dec 5, 2027 • Philipsburg ↔

From $5,883

$5,883 · $735/night · typical price · ↓1% below typical

$735/night

Typical price

↓1% below typical

Sea Cloud Spirit • Sea Cloud Cruises

8-night Eastern Caribbean Loop via Saint-Pierre, Soufriere & Road Bay

Dec 6, 2026 → Dec 14, 2026 • Philipsburg ↔

From $5,883

$5,883 · $735/night · typical price

$735/night

Typical price

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay

Jan 16, 2027 → Jan 27, 2027 • Miami ↔

From $8,700

$8,700 · $791/night · priced high · ↑10% above typical

$791/night

Priced high

↑10% above typical

Silver Ray • Silversea Cruises

11-night Eastern Caribbean Loop via San Juan, Saint-Barthélemy & Road Bay

Jan 27, 2027 → Feb 7, 2027 • Miami ↔

From $8,500

$8,500 · $773/night · typical price · ↑8% above typical

$773/night

Typical price

↑8% above typical

Silver Ray • Silversea Cruises

12-night Eastern Caribbean Arc via Port Elizabeth, Bequia, Saint George's & Road Bay

Feb 26, 2027 → Mar 10, 2027 • Bridgetown → Miami

From $8,900

$8,900 · $742/night · typical price · ↑3% above typical

$742/night

Typical price

↑3% above typical

Sea Cloud Spirit • Sea Cloud Cruises

7-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Jan 11, 2027 → Jan 18, 2027 • Philipsburg ↔

Great balance

From $5,183

$5,183 · $740/night · typical price · ↑1% above typical

$740/night

Typical price

↑1% above typical

Sea Cloud Spirit • Sea Cloud Cruises

7-night Eastern Caribbean Loop via Saint-Pierre & Road Bay

Jan 25, 2027 → Feb 1, 2027 • Philipsburg ↔

Great balance

From $5,183

$5,183 · $740/night · typical price · ↑1% above typical

$740/night

Typical price

↑1% above typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Dec 23, 2028 → Jan 6, 2029 • Philipsburg → Bridgetown

1% below typical

From $11,414

$11,414 · $815/night · typical price · ↓1% below typical

$815/night

Typical price

↓1% below typical

Explora III

15-night Eastern Caribbean Loop via Charlotte Amalie, Saint Thomas, Road Bay & Saint-Pierre

Jan 21, 2027 → Feb 5, 2027 • Miami ↔

More sea days than typical

From $11,005

$11,005 · $734/night · typical price

$734/night

Typical price

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Jan 6, 2029 → Jan 20, 2029 • Bridgetown → Philipsburg

0% below typical

From $12,302

$12,302 · $879/night · typical price

$879/night

Typical price

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Jan 20, 2029 → Feb 3, 2029 • Philipsburg → Bridgetown

0% below typical

From $12,302

$12,302 · $879/night · typical price

$879/night

Typical price

SeaDream I • SeaDream Yacht Club

7-night Eastern Caribbean Arc: Road Bay & Saint-Barthélemy

Apr 1, 2029 → Apr 8, 2029 • San Juan ↔

$1,373 above typical

From $4,892

$4,892 · $699/night · priced high · ↑39% above typical

$699/night

Priced high

↑39% above typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Basseterre, Saint Kitts, Road Bay & Spanish Town

Apr 14, 2029 → Apr 28, 2029 • Philipsburg → Bridgetown

$2,611 above typical

From $14,631

$14,631 · $1,045/night · priced high · ↑22% above typical

$1,045/night

Priced high

↑22% above typical

Emerald Sakara • Emerald Cruises

14-night Eastern Caribbean Arc: Soufriere, Terre-de-Haut & Road Bay

Mar 31, 2029 → Apr 14, 2029 • Bridgetown → Philipsburg

$2,583 above typical

From $14,853

$14,853 · $1,061/night · priced high · ↑21% above typical

$1,061/night

Priced high

↑21% above typical

Explora I • Explora Journeys

7-night Eastern Caribbean Arc via Cruz Bay, Saint John & Road Bay

Mar 1, 2027 → Mar 8, 2027 • San Juan → Miami

$797 above typical

From $4,875

$4,875 · $696/night · priced high · ↑20% above typical

$696/night

Priced high

↑20% above typical

Emerald Kaia • Emerald Cruises

11-night Eastern Caribbean Arc via Bimini, Grand Turk Island & Road Bay

Feb 19, 2028 → Mar 1, 2028 • Miami → Saint John's

$1,683 above typical

From $12,252

$12,252 · $1,114/night · priced high · ↑16% above typical

$1,114/night

Priced high

↑16% above typical

Explora I • Explora Journeys

5-night Eastern Caribbean Arc: Road Bay & San Juan

Nov 12, 2026 → Nov 17, 2026 • Saint John's → Miami

$392 above typical

From $3,225

$3,225 · $645/night · priced high · ↑14% above typical

$645/night

Priced high

↑14% above typical

Explora III

7-night Eastern Caribbean Arc via Road Bay, Saint John's & Frederiksted, Saint Croix

Nov 15, 2026 → Nov 22, 2026 • San Juan → Miami

$520 above typical ↗

From $5,400

$5,400 · $771/night · priced high · ↑11% above typical

$771/night

Priced high

↑11% above typical